DOI: 10.1021/acs.joc.6c01943 ISSN: 0022-3263
Photoinduced Selective Cyclization Cascades of Unactivated N -alkene-Linked Indoles with the Insertion of Sulfur Dioxide and Its Preliminary Application Investigation
Jiaqi Huang, Jiwei Li, Yuwei Zeng, Qichen Li, Yueyue Jia, Feng Liang, Zhenzhen Hu, You Mao, Jiangwei Tian, Min YangAbstract
Photoinduced selective cyclization cascades of unactivated N-alkene-linked indoles with the insertion of sulfur dioxide were established, generating diverse exo- or endo-trig-cyclization products with a broad substrate scope in moderate to good yields. The mechanistic study revealed that selective radical addition, cyclization and radical-polar-crossover (RPC) process were involved in this transformation. We next deliverd a preliminary application investigation, and found that 3wj exhibited significant inhibitory effect on B16F10 cells, most showed a significant photophysical property, and some were applied as fluorescent dyes into live-cell imaging.